Stereoselective synthesis of the C1-C20 segment of the microsclerodermins A and B

S. Chandrasekhar; S. Shameem Sultana

doi:10.1016/j.tetlet.2006.07.107

Stereoselective synthesis of the C1-C20 segment of the microsclerodermins A and B

S. Chandrasekhar, S. Shameem Sultana

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

An enantioselective route for the synthesis of key fragment C1-C20 resident in microsclerodermins A and B is described. The route features deoxygenative rearrangement of an hydroxy-alkynoate and a highly enantio- and diastereo-controled iterative dihydroxylation as key reactions, starting from S-(-)-citronellol.

Original language	English (US)
Pages (from-to)	7255-7258
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	40
DOIs	https://doi.org/10.1016/j.tetlet.2006.07.107
State	Published - Oct 2 2006
Externally published	Yes

Bibliographical note

Funding Information:
S.S.S. thanks CSIR, New Delhi for financial support and S.C. thanks DST, New Delhi for a grant.

Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.

Keywords

Deoxygenative rearrangement
Iterative Sharpless asymmetric dihydroxylation
Stereoselective

Access

10.1016/j.tetlet.2006.07.107

OpenUrl availability

Full text

Cite this

@article{53ea58ac8bad44ceaf116c675eb6edc3,

title = "Stereoselective synthesis of the C1-C20 segment of the microsclerodermins A and B",

abstract = "An enantioselective route for the synthesis of key fragment C1-C20 resident in microsclerodermins A and B is described. The route features deoxygenative rearrangement of an hydroxy-alkynoate and a highly enantio- and diastereo-controled iterative dihydroxylation as key reactions, starting from S-(-)-citronellol.",

keywords = "Deoxygenative rearrangement, Iterative Sharpless asymmetric dihydroxylation, Stereoselective",

author = "S. Chandrasekhar and Sultana, {S. Shameem}",

year = "2006",

month = oct,

day = "2",

doi = "10.1016/j.tetlet.2006.07.107",

language = "English (US)",

volume = "47",

pages = "7255--7258",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "40",

}

TY - JOUR

T1 - Stereoselective synthesis of the C1-C20 segment of the microsclerodermins A and B

AU - Chandrasekhar, S.

AU - Sultana, S. Shameem

PY - 2006/10/2

Y1 - 2006/10/2

N2 - An enantioselective route for the synthesis of key fragment C1-C20 resident in microsclerodermins A and B is described. The route features deoxygenative rearrangement of an hydroxy-alkynoate and a highly enantio- and diastereo-controled iterative dihydroxylation as key reactions, starting from S-(-)-citronellol.

AB - An enantioselective route for the synthesis of key fragment C1-C20 resident in microsclerodermins A and B is described. The route features deoxygenative rearrangement of an hydroxy-alkynoate and a highly enantio- and diastereo-controled iterative dihydroxylation as key reactions, starting from S-(-)-citronellol.

KW - Deoxygenative rearrangement

KW - Iterative Sharpless asymmetric dihydroxylation

KW - Stereoselective

UR - http://www.scopus.com/inward/record.url?scp=33747889640&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33747889640&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2006.07.107

DO - 10.1016/j.tetlet.2006.07.107

M3 - Article

AN - SCOPUS:33747889640

SN - 0040-4039

VL - 47

SP - 7255

EP - 7258

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

Stereoselective synthesis of the C1-C20 segment of the microsclerodermins A and B

Abstract

Bibliographical note

Keywords

Access

OpenUrl availability

Other files and links

Fingerprint

Cite this