Synthetic conversion of bryostatin 2 to bryostatin 1 and related bryopyrans

1 May 1991

journal article
Published by Canadian Science Publishing in Canadian Journal of Chemistry

Vol. 69 (5) , 856-860
https://doi.org/10.1139/v91-126

Abstract

Bryostatin 2 (1a) has been converted to bryostatin 1 (1e) and bryostatin 12 (1i) by a selective protection and deprotection involving the C-26 hydroxyl group. The new bryostatins 1g,1k, and 1m were also prepared starting from bryostatin 2. The C-7 substituents of natural bryostatins 4 and 5 were revised from isovalerate → pivalate employing comparative ¹H and ¹³C NMR studies of the semi-synthetic bryostatins 1k and 1m and the natural products. Key words: bryostatin 2 → 1, selective conversion, bryostatins 4 and 5, pivalates.

Keywords

NMR
DEPROTECTION
CONVERSION
13C
WORDS
CONVERTED
SUBSTITUENTS
BRYOSTATIN
BRYOPYRANS

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