Synthesis of the C-8-C-24 Fragment of Maltepolide C by Using a Tandem Di­hydroxylation/SN2 Cyclization Sequence

Mohapatra, Debendra K. ; Reddy, D. Sai ; Reddy, G. Sudhakar ; Yadav, Jhillu S. (2015) Synthesis of the C-8-C-24 Fragment of Maltepolide C by Using a Tandem Di­hydroxylation/SN2 Cyclization Sequence European Journal of Organic Chemistry, 2015 (23). pp. 5266-5274. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/Ejoc.201500629

Related URL: http://dx.doi.org/10.1002/Ejoc.201500629

Abstract

A highly stereoselective synthesis of the C-8–C-24 fragment of maltepolide C has been achieved in a convergent and efficient manner by utilizing a tandem Sharpless asymmetric dihydroxylation (SAD)/SN2 cyclization reaction sequence as the key step. Other important steps include a Crimmins-modified Evans aldol reaction, a Brown asymmetric allylation, a Horner–Wadsworth–Emmons olefination, and a Corey–Bakshi–Shibata (CBS) reduction.

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ID Code:135720
Deposited On:10 Aug 2023 10:45
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