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1.
Org Lett ; 16(16): 4106-9, 2014 Aug 15.
Article in English | MEDLINE | ID: mdl-25072267

ABSTRACT

Stereoselective acylation of the E,E-vinylketene silyl N,O-acetal possessing a chiral auxiliary has been achieved by using acid anhydrides and SnCl4. Acid anhydrides having alkyl chains gave the adducts in excellent stereoselectivity. The formal synthesis of khafrefungin has been accomplished by the methodology.


Subject(s)
Acetals/chemistry , Glycolipids/chemical synthesis , Silanes/chemistry , Acylation , Anhydrides/chemistry , Catalysis , Glycolipids/chemistry , Molecular Structure
2.
Org Biomol Chem ; 10(19): 3815-8, 2012 May 21.
Article in English | MEDLINE | ID: mdl-22476253

ABSTRACT

A catalytic ß-selective addition of amines to styrenes proceeded in the presence of cationic Ru complexes combined with diphosphine ligands. In the reaction of α-methylstyrene, an enantioselective addition was achieved by using xylylBINAP.

3.
Chem Commun (Camb) ; 46(2): 336-8, 2010 Jan 14.
Article in English | MEDLINE | ID: mdl-20024370

ABSTRACT

Ru-catalyzed S(N)Ar reaction of non-activated fluoroarenes with secondary amines proceeded through eta(6)-arene complexes to give aminated products in up to 79% yield.


Subject(s)
Amines/chemistry , Coordination Complexes/chemistry , Fluorobenzenes/chemistry , Ruthenium/chemistry , Catalysis , Coordination Complexes/chemical synthesis , Morpholines/chemistry
4.
J Am Chem Soc ; 130(20): 6328-9, 2008 May 21.
Article in English | MEDLINE | ID: mdl-18433124

ABSTRACT

Synthesis of naphthalyne-Co2(CO)6 complexes, the first example of the aryne-Co2(CO)6 complex, was achieved via cyclization of acyclic alkyne-Co2(CO)6 complex precursors containing an allylsilane and an aldehyde moiety followed by dehydration. Unique reactivities of the complexes toward oxygen to give carboxylic acid derivatives and toward alkynes to give cyclopentadienone derivatives were also disclosed.

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