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</svg>-Dehydroamino Acids

<table>The directed metalation strategy as applied to 5-methoxy-2-phenyloxazole (<b>1</b>), shown reacting with <i>n-</i>BuLi to form the oxazolyllithium <b>I;</b> this reacted with D<sub>2</sub>O to form <b>2a</b> (R = D, 88%) and with MeI-TMEDA to form <b>2b</b> (R = Me, 63%).</table>

Organic Chemistry International

sch1

Scheme 1

Scheme 1: Directed Metalation of Heterocycles, 5-Methoxy-2-phenyloxazol-4-yllithium: An Approach to <svg     style="vertical-align:-0.216pt;width:12.8625px;" id="M1" height="10.4375" version="1.1" viewBox="0 0 12.8625 10.4375" width="12.8625"  xmlns:xlink="http://www.w3.org/1999/xlink" xmlns="http://www.w3.org/2000/svg">
	
		
			<g transform="matrix(.022,-0,0,-.022,.062,10.1)"><path id="x1D6FC" d="M545 106q-67 -118 -134 -118q-24 0 -40 37.5t-30 129.5h-2q-47 -72 -103 -119.5t-108 -47.5q-47 0 -76 45.5t-29 119.5q0 113 85 204t174 91q47 0 70 -33.5t43 -119.5h3q32 47 80 140l55 13l10 -9q-47 -80 -138 -201q17 -99 27.5 -136t22.5 -37q23 0 69 61zM333 204
q-14 98 -31 149.5t-50 51.5q-49 0 -94 -70t-45 -164q0 -55 15.5 -86t40.5 -31q70 0 164 150z" /></g>

		
	
</svg>,<svg     style="vertical-align:-4.698pt;width:13.15px;" id="M2" height="21.9375" version="1.1" viewBox="0 0 13.15 21.9375" width="13.15"  xmlns:xlink="http://www.w3.org/1999/xlink" xmlns="http://www.w3.org/2000/svg">
	
		
			<g transform="matrix(.022,-0,0,-.022,.062,16.025)"><path id="x1D6FD" d="M558 587q0 -32 -14 -61t-40 -53.5t-48.5 -41t-54.5 -36.5q144 -51 144 -174q0 -55 -43.5 -108t-104.5 -87q-77 -42 -131 -42q-31 0 -54 20t-31 47l11 18q48 -29 108 -29q79 0 119.5 43t40.5 109t-44.5 107.5t-119.5 50.5l22 47q34 1 65 21q96 61 96 157q0 42 -24 67.5
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</svg>-Dehydroamino Acids 

Scheme 1 | Directed Metalation of Heterocycles, 5-Methoxy-2-phenyloxazol-4-yllithium: An Approach to 
	
		
			

		
	
,
	
		
			

		
	
-Dehydroamino Acids 

Organic Chemistry International

Directed Metalation of Heterocycles, 5-Methoxy-2-phenyloxazol-4-yllithium: An Approach to , -Dehydroamino Acids

Scheme 1

Directed Metalation of Heterocycles, 5-Methoxy-2-phenyloxazol-4-yllithium: An Approach to ,-Dehydroamino Acids