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1.
Org Lett ; 9(12): 2329-32, 2007 Jun 07.
Article in English | MEDLINE | ID: mdl-17497796

ABSTRACT

This work concerns the asymmetric addition of methyl propiolate to aldehydes with 1,2-dimethoxyethane (DME) as additive and beta-sulfonamide alcohol titanium complex as a catalyst. The reactions proceeded under mild conditions and gave the highly functionalized chiral propargylic alcohols with high ee values and good yields. Differences between three types of ligands have also been discussed.


Subject(s)
Alcohols/chemistry , Alkynes/chemical synthesis , Esters/chemical synthesis , Organometallic Compounds/chemistry , Sulfonamides/chemistry , Titanium/chemistry , Alkynes/chemistry , Catalysis , Esters/chemistry , Molecular Structure , Stereoisomerism
2.
Org Lett ; 6(8): 1193-5, 2004 Apr 15.
Article in English | MEDLINE | ID: mdl-15070295

ABSTRACT

The asymmetric addition of phenylacetylene to aldehydes was carried out by using a camphorsulfonamide titanium complex as a catalyst. The reactions proceeded under mild conditions and gave the products with good yields and high ees. This system is very useful for the synthesis of chiral propargylic alcohol. [reaction: see text]


Subject(s)
Acetylene/analogs & derivatives , Acetylene/chemistry , Aldehydes/chemistry , Camphor/analogs & derivatives , Sulfonamides/chemistry , Alcohols/chemical synthesis , Camphor/pharmacology , Catalysis , Ligands , Molecular Structure , Pargyline/chemistry , Stereoisomerism , Titanium/chemistry
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