Spiroketals useful as intermediates in the synthesis of milbemyc

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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536 71, 549264, 549343, 549414, 549425, 560 18, 560 46, 560 65, 560 67, 560 64, 560 70, 560 72, 562432, 562453, 562473, 562474, 562475, 562476, 548240, C07D30906, C07D49322, C07H 1708, C07C 6500

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044080590

ABSTRACT:
Milbemycin and avermectin macrolides are synthesized by the cyclized linking of separately synthesized northern and southern hemisphere intermediates. The northern hemisphere intermediate is a spiroketal alkenyl aldehyde, and the southern hemisphere intermediate is an aryl alkenyl phosphine oxide anion.

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Smith, III et al., Chem. Abstract, 97, 92011h (1982).
Albers-Schonberg et al., JACS. 103, 4216 (1981).

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