A convenient synthesis of 2-methylenealkanoates and alkanenitriles from the acetates of the baylis-hillman adducts [1]

Bulletin of the Korean Chemical Society

Volumn 22, Issue 4, 2001, Pages 349-350

  Im, Yang Jin ^a   Kim, Jeong Mi ^a   Mun, Ji Hyun ^a   Kim, Jae Nyoung ^a  

^a Chonnam National University   (South Korea)

Author keywords

2 Methylenealkanoates; Baylis Hillman adducts; Sodium borohydride

Indexed keywords

ACETIC ACID DERIVATIVE; ALKANE DERIVATIVE; ALKANOIC ACID; CARBENOID; NITRILE;

CHEMICAL STRUCTURE; LETTER; REACTION ANALYSIS; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0001587074     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Letter

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22. The salts derived from the acetates 1 and DBU decomposed slowly in aqueous THF. When we use DMAP instead of DABCO, similar salt formation and clear reduction was observed. However, the use of DABCO is better in view of yields (see entry 3 in Table 1) and reaction time.
23. 3) δ 14.07, 38.03, 60.65, 125.85, 126.23, 128.32, 128.99, 138.76, 140.39, 166.84.
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