Enantioselective Synthesis of Ancepsenolide and its Analogs

Ancepsenolide (1a-s) and the enantiomer (1a-r) were respectively synthesized from (S)- and (R)-2-[(R)-O-MEM-mandeloyloxy]propanal (3a-s and 3a-r) and diisopropyl hexadecanedioate (5). The analogs (1b, 2a and 2b) were synthesized by a similar method.

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Bibliographische Detailangaben
Veröffentlicht in:	Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2001-08, Vol.65 (8), p.1903-1906
Hauptverfasser:	TAKAI, Katsuki, IRIYE, Ryozo
Format:	Artikel
Sprache:	eng
Schlagworte:	4-Butyrolactone - analogs & derivatives aldol reaction ancepsenolide butenolide Chemistry Exact sciences and technology Furans - chemical synthesis Furans - chemistry Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Indicators and Reagents Magnetic Resonance Spectroscopy optical resolution Organic chemistry Preparations and properties Stereoisomerism
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Beschreibung
Zusammenfassung:	Ancepsenolide (1a-s) and the enantiomer (1a-r) were respectively synthesized from (S)- and (R)-2-[(R)-O-MEM-mandeloyloxy]propanal (3a-s and 3a-r) and diisopropyl hexadecanedioate (5). The analogs (1b, 2a and 2b) were synthesized by a similar method.
ISSN:	0916-8451 1347-6947
DOI:	10.1271/bbb.65.1903