Synthetic Studies of 18-Membered Antitumor Macrolide, Tedanolide. 2. Stereoselective Synthesis of the C1-C7 Fragment via a Mismatched but Highly Efficient Sharpless Dihydroxylation

The C1-C7 fragment (4) of tedanolide (1) was synthesized starting from methyl (R)-3-hydroxy-2-methyl-propionate via a mismatched but highly efficient Sharpless dihydroxylation of the C1-C7 α, β-unsaturated ester (6) with AD-mix-α.

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 1998/08/15, Vol.46(8), pp.1335-1336
Hauptverfasser:	MATSUSHIMA, Tomohiro, MORI, Michiko, NAKAJIMA, Noriyuki, MAEDA, Hiroshi, UENISHI, Jun-ichi, YONEMITSU, Osamu
Format:	Artikel
Sprache:	eng
Schlagworte:	AD-mix-α Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives macrolide Organic chemistry Preparations and properties Sharpless dihydroxylation Sharpless epoxidation sonication stereoselective synthesis
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Beschreibung
Zusammenfassung:	The C1-C7 fragment (4) of tedanolide (1) was synthesized starting from methyl (R)-3-hydroxy-2-methyl-propionate via a mismatched but highly efficient Sharpless dihydroxylation of the C1-C7 α, β-unsaturated ester (6) with AD-mix-α.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.46.1335