97363-17-2Relevant academic research and scientific papers
Synthesis of (+/-)-Thienamycin based on a New Approach to β-Lactams via 4-Exo-trig Cyclisation of Carbamoylcobalt Salophens
Pattenden, Gerald,Reynolds, Stephen J.
, p. 379 - 386 (2007/10/02)
A series of N-propenyl substituted N-benzylcarbamoylcobalt(III) salophens, i.e., 11, 20 and 30, have been prepared, and have been shown to be useful precursors in a new approach to β-lactams (viz. 12 - 16, 21 and 31) via 4-exo-trig-modes of cyclisation of
A new synthetic route to (±)-thienamycin via 4-exo trigonal cyclisation of carbamoyl cobalt intermediates
Pattenden, Gerald,Reynolds, Stephen J.
, p. 259 - 262 (2007/10/02)
A new synthesis of (±)-thienamycin (1), based on elaboration of the key intermediate (12) in one step by heating a solution of the carbamoylcobalt salophen (11) in toluene, is described.
HIGHLY STEREOSELECTIVE ALDOL-TYPE REACTION OF CHIRAL TIN (II) ENOLATE. FORMAL TOTAL SYNTHESIS OF (+/-)-THIENAMYCIN
Iwasawa, Nobuharu,Mukaiyama, Teruaki
, p. 637 - 640 (2007/10/02)
Highly efficient internal chiral induction is achieved in the aldol-type reaction of thin (II) enolate generated from 3-amino-substituted butanoylthiazolidine-2-thione.This reaction is successfully applied to the formal total synthesis of (+/-)-thienamyci
ON THE STEREOCHEMICAL COURSE OF VINYLOXYBORANE-IMINE CONDENSATION - THE STEREOSELECTIVE FORMATION OF THREO β-AMINO ACID DERIVATIVES
Iimori, Takamasa,Ishida, Yasuko,Shibasaki, Masakatsu
, p. 2153 - 2156 (2007/10/02)
While reaction of Z(O)-vinyloxyboranes with aldehydes gives erythro aldols highly selectively, it has been found that condensation of Z(O)-vinyloxyboranes with imines provides threo β-amino acid derivatives in a highly selective manner.
Stereocontrolled synthesis of (+)-thienamycin from 3(R)-hydroxybutyric acid
Iimori,Shibasaki
, p. 1523 - 1526 (2007/10/02)
The vinyloxyborane(5), prepared from (+)-S-phenyl-3(R)-butanethioate, 9-BBN triflate and diisopropylethylamine, reacted with N-(3-benzyloxypropylidene)benzylamine to give the β-benzylamino thiol ester(6) in a moderate yield, which was efficiently converted to the optically pure thienamycin intermediate(10).
