N-Boc 2-Acyloxazolidines: Useful precursors to enantiopure 1,2-diols via highly diastereoselective nucleophilic additions

Tetrahedron

Volumn 51, Issue 14, 1995, Pages 4043-4056

  Agami, Claude ^a   Couty, François ^a   Lequesne, Christelle ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

OXAZOLIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; PRIORITY JOURNAL; REACTION ANALYSIS;

TRIFLUORO;

EID: 0028955943     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)00145-X     Document Type: Article

References (33)

1. ASYMMETRIC SYNTHESIS OF α-HYDROXY ALDEHYDES
2. Stereoselective Reduction of 2-Methylacetoacetaldehydes Protected as Norephedrine-Derived Oxazolidines: A New Access to Enantiomerically Pure "Propanal-Type" Aldols
3. Diastereoselective addition of metal-coordinated and ?naked? tri-sec-butylborohydrides to a norephedrine-derived 2-acetyloxazolidine
4. 3-Arylsulfonyloxazolidines as Chiral Templates; Asymmetric Synthesis of 2-Substituted 2-Hydroxycyclohexanecarbaldehydes from 2-Hydroxymethylenecyclohexanone
5. Synthesis of Enantiomerically Pure 2,4-trans-Substituted 3-Arenesulfonyl-1,3-oxazolidines by Lewis Acid Mediated Substitution of the 2-Methoxy Derivatives and their Epimerization
6. Convenient Preparation of Stereochemically Homogeneous 2-Acyl-3-sulfonyl-1,3-oxazolidines and Diastereoselective Grignard Additions to Form Protected Enantiopure 2-Hydroxyalkanals1
7. Asymmetric synthesis via nor-ephedrine derived 2-alkenyloxazolidines
8. Enantioselective synthesis of homoallylic amines. Evidence of reversible addition of allylzinc bromide to aromatic imines derived from (S)-valine methyl ester and (S)-valinol
9. A stereodivergent synthesis of D-erythro-sphingosine and D-threo-sphingosine from L-serine
10. Stereochemistry associated with the addition of 2-(trimethylsilyl)thiazole to differentially protected .alpha.-amino aldehydes. Applications toward the synthesis of amino sugars and sphingosines
11. 616. The resolution and reactions of tertiary alcohols: two disubstituted glycollic acids and the corresponding disubstituted glycols