Asymmetric glycolate alkylation approach towards total synthesis of 8-0.6 ' and 8-0.4 '-neolignans

The glycolate alkylation approach for the total synthesis of 8-0.6' and 8-0.4'-neolignans has been optimized affording the natural products with high overall yields and excellent stereoselectivity. The developed approach can be further utilized towards the synthesis of many natural and unn...

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Bibliographic Details
Published inTetrahedron letters Vol. 57; no. 52; pp. 5931 - 5934
Main Authors Gangar, Mukesh, Chouhan, Mangilal, Goyal, Sandeep, Harikrishnan, M., Chandran, R., Ittuveetil, Avinash, Nair, Vipin A.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 28.12.2016
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Stereoselectivity
Chiral auxiliary
Glycolate alkylation
OCOBULLENONE
8-0.4'-neolignans
ALDOL REACTIONS
LIGNANS
Virolongin B
NEOLIGNANS
DERIVATIVES
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Summary:The glycolate alkylation approach for the total synthesis of 8-0.6' and 8-0.4'-neolignans has been optimized affording the natural products with high overall yields and excellent stereoselectivity. The developed approach can be further utilized towards the synthesis of many natural and unnatural neolignans. This is the first approach for the synthesis of neolignans using asymmetric glycolate alkylation approach. (C) 2016 Elsevier Ltd. All rights reserved.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2016.11.087