167842-08-2Relevant articles and documents
Asymmetric catalysis route to anti,anti stereotriads, illustrated by applications
Parker, Kathlyn A.,Xie, Qiuzhe
supporting information; experimental part, p. 1349 - 1352 (2009/04/18)
(Chemical Equation Presented) A short sequence based on asymmetric catalysis, chirality transfer, and an optimized carbometallation protocol gave an anti,anti stereotriad building block in six steps. Both enantiomers of the chirality source, N-methyl ephedrine, are inexpensive, and the auxiliary is recoverable. In one chiral series, the building block was converted to the B-2 intermediate in Miyashita's synthesis of scytophycin C; in the enantiomeric series, it was converted to a key intermediate for aplyronine A and to the polyketide cap for the callipeltins.
Stereoselective synthesis of (2R,3R,4R)-3-hydroxy-2,4,6-trimethylheptanoic acid and determination of the absolute stereochemistry of the natural product from callipeltin A
Zampella, Angela,D'Auria, Maria Valeria
, p. 1237 - 1239 (2007/10/03)
A revised stereostructure of 3-hydroxy-2,4,6-trimethylheptanoic acid, the β-hydroxy acid that acylates the N-terminus of callipeltin A, is proposed on the basis of analysis of J-coupling in the 1H NMR spectrum of the acetonide derivative obtain
Manipulation of the aldol adducts from lactate-derived ketones. A versatile chiral auxiliary for the asymmetric synthesis of β-hydroxy carbonyl compounds
Paterson, Ian,Wallace, Debra J.
, p. 9087 - 9090 (2007/10/02)
The ketones 1 and 2 can be transformed into a wide range of enantiomerically-pure anti and syn α-methyl-β-hydroxy ketones and aldehydes. The α'-methyl group in 5 and 11 may be retained, demonstrating the use of the lactate-derived group as an optional chi
