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Biosynthesis of the Verrucarins and Roridins. Part 4. The mode of incorporation of (3R)-[(5R)-5-3H]-mevalonate into verrucarol. Evidence for the identity of the C(11)-hydrogen atom of the trichothecane skeleton with the (5R)-hydrogen atom of (3R)-mevalonic acid

✍ Scribed by Beat Müller; Christoph Tamm


Publisher
John Wiley and Sons
Year
1975
Tongue
German
Weight
392 KB
Volume
58
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Incorporation of (3R)‐[(5R)‐5‐^3^H]‐mevalonate into verrucarin followed by hydrolyses to verrucarol (2) and transformation of the latter to the spirolactol 5 and the spirolactone 6 successively, demonstrate the identity of the C(11)‐hydrogen of the trichothecane skeleton with the 5‐‘pro‐R’ hydrogen atom of (3R)‐mevalonate.


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Reaction of A 2 CO 3 (A = K, Rb) with Sn and Se in an H 2 O/CH 3 OH mixture at 115±130 °C affords the isotypic selenidostannates(IV) A 6 Sn 4 Se 11 ´x H 2 O (A = K, x = 8) 1 and 2 whose discrete [Sn 4 Se 11 ] 6± anions each contain two corner-bridged ditetrahedral [Sn 2 Se 6 ] 4± species. Similar re